Methanol → Methyl 2-bromo-3-methylbutanoate

HRID 36228

Reaction equation

HRID 36228 reaction equation
[Br:1][CH:2]([CH:6]([CH3:8])[CH3:7])[C:3]([OH:5])=[O:4].[CH3:9]O>>[Br:1][CH:2]([CH:6]([CH3:8])[CH3:7])[C:3]([O:5][CH3:9])=[O:4]

Participants

3

Procedure

2-Bromo-3-methylbutyric acid (3.65 g, 20 mmole) was esterified in refluxing methanol containing 2 mL concentrated sulfuric acid for 22 hours. After cooling to room temperature, volatiles were evaporated and the residue was taken up in 50 mL of water and extracted with Et2O. The ether layer was washed with 5% aq. NaHCO3, water brine, and dried over Na2SO4. The desired material was obtained after filtration and removal of volatiles; homogeneous by TLC in 4/1 hexane/EtOAc.

Workup

  1. customvolatiles were evaporated
  2. extractionextracted with Et2O
  3. washThe ether layer was washed with 5% aq. NaHCO3, water brine
  4. dry with materialdried over Na2SO4

Sources & evidence

ORD record
ord-98c0c321d20e4334998dacb0a35817c2
Source dataset
uspto-grants-1995_05
Patent number
US05411980

Linked notes

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